Enantioselective synthesis of the tetracyclic left-hand substructure of solanoeclepin A

Authors
Benningshof, JCJ Blaauw, RH van Ginkel, AE Rutjes, FPJT Fraanje, J Goubitz, K Schenk, H Hiemstra, H
Citation
Jcj. Benningshof et al., Enantioselective synthesis of the tetracyclic left-hand substructure of solanoeclepin A, CHEM COMMUN, (16), 2000, pp. 1465-1466
Citations number
16
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
16
Year of publication
2000
Pages
1465 - 1466
Database
ISI
SICI code
1359-7345(2000):16<1465:ESOTTL>2.0.ZU;2-Z
Abstract
The synthesis of the enantiopure left-hand substructure of solanoeclepin A is described. Key steps include a chromium-mediated coupling of an oxabicyc lic aldehyde with a beta-ketoester-derived enol triflate to give a lactone, and a ring-closing metathesis reaction to form the seven-membered ring.